New provocative ideas every Monday in my Insanely Profitable Tech newsletter: https://teapaw.org/t.co/Cf5LRJrLqI
London
Joined September 2009
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Can you save a broken co-founder partnership over Slack? Probably not.
@jtf and I dive into "couples counseling for co-founders" and why high-stakes conflict demands high-bandwidth tools—like two people at a physical whiteboard.
Listen here:
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Is your codebase turning into a 500-day perpetual stew? 🍲
@jtf and I dive into SOUP and why AI is about to trigger a total tsunami of unexplainable code in your enterprise.
Are you managing the risk or just eating bad soup?
Listen now 👇
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22
If you put 200 people in a room to connect, why give 1 person a microphone and put 199 in chairs?
@jtf and guest @mishaglouberman discuss why most conferences and internal meetings actively hinder peer conversations.
Listen now:
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Is your tech team falling for the illusion of control? 🐿️
@jtf and I chat to @testobsessed & @joeltosi. We covered 30-minute exercises you can run TODAY—from listening to non-dashboard "signals" to dissecting organizational illusions.
Listen here:
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Are you trying to fix "bad estimates" when you actually have a broken system? 🐿️
@jtf and I sat down with @testobsessed & @joeltosi to talk Shewhart charts, cycle time, and why aiming directly for predictability always backfires.
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Think you can control your software delivery system with a pretty whiteboard diagram and more process boxes? Think again. 🐿️ @jtf and I sat down with @testobsessed & @joeltosi to talk about their new book on the podcast.
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Ever felt like you’re the only person in a meeting moving at the "right" speed? 🏎️🐢
@jtf and I unpack the one-lane road trap of fast vs. slow communicators, and why assuming everyone else is wrong is costing you buy-in.
Listen now: buff.ly/YomdK02
Are you—and your developers—suffering from bug blindness? 🐛
@jtf and I discussed @danluu's famous article on how teams become blind to obvious software flaws.
Spoiler: Bug blindness isn't an accident—it's a cultural choice.
Listen now!
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What do subprime loans, rogue AI agents, and a client’s field team have in common?
They all used "cheat sheets" to defeat system controls—right up until it stopped working.
@jtf and I talk cheat sheets & system failures on Troubleshooting Agile 👇
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"I can’t believe I have to work with these bozos!" 🐿️
Ever felt that way about a client's wacky technical choices?
@jtf and I discuss why consultancies clash with clients—and why you have to choose between being right or being helpful.
Listen now: buff.ly/0rcLVyE
34
What’s the #1 mistake first-time managers make? Trying to do the job of the people reporting to them instead of keeping them unstuck.
On this week’s Troubleshooting Agile, @jtf and I share our survival guide for new managers.
Listen here 🎧:
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Is it ever okay to manipulate your colleagues? You bet—if you’re a Supermax prison doctor. On the latest Troubleshooting Agile, @jtf and I discuss Verbal Aikido. Learn how to redirect aggressive office demands using nothing but questions. 🎧👇
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In this episode of Troubleshooting Agile, we revisit a previous conversation, first recorded at the beginning of 2024, where @jtf and I share our thoughts on how you can use AI language models to learn how to have difficult conversations with colleagues.
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48
If your board meetings are dominated by debates over whether a project is actually behind or not, you are actively avoiding the real conflict.
This week, @jtf and I explain why looking for absolute "truth" in your data is a fool's game.
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Building in a vacuum is absolute lunacy. @jtf and I always preach fast feedback, but this week hardware expert Krunal joins me to show how parallel paths and "soft tooling" slashed a car feature's timeline from 3 years to under 1!
Listen here:
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Are your daily software demos an absolute snore-fest? Good. That’s exactly why you should be holding them.
Stop slicing up fruit flies and start driving real action.
Listen to the full episode here:
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Are you using AI to avoid difficult conversations, or to prompt better ones? 🛑 @jtf and I talk with @mishaglouberman about his 15-minute "WorryBot" and why your tech needs more accountability, not more code. Listen to Troubleshooting Agile:
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Why are your developers terrified of daily demos? 😱
@jtf and I dig into the "fear of failure" that stalls thin-slice delivery (elephant carpaccio) and how leaders can defang team resistance.
Listen to Troubleshooting Agile now! 👇
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73
Is your tech team sleepwalking into a communication disaster? @jtf and I have seen a scary new anti-pattern: people using LLMs to write specs, summaries, and code, completely eliminating human dialogue. No productive conflict, just bots talking to bots.
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If you aren't testing your software in production, you aren't living in the real world. 🚀 @jtf and I talk about why "shifting right" is the future of testing—and how titans like Etsy use it to find the ground truth. Intrigued? Listen here: buff.ly/SMcgrTr
